大学化学2024，Vol.39Issue(5)：209-217,9.DOI:10.3866/PKU.DXHX202311024
钯-手性磷酸接力催化的一锅三步串联反应合成手性四氢喹啉
A Palladium/Chiral Phosphoric Acid Relay Catalysis for the One-Pot Three-Step Synthesis of Chiral Tetrahydroquinoline
摘要
Abstract
we establish a relay catalysis strategy utilizing Pd(OAc)2/chiral phosphoric acid catalyst for the efficient synthesis of optically active 2-phenyl tetrahydroquinoline via a one-pot three-step domino reaction of 2-iodoaniline with allylic alcohol,eliminating the need for intermediate isolation.Compared to conventional single catalysis methods,this cooperative relay catalysis offers advantages of simplicity and high efficiency.Introducing scientific frontiers such as cooperative relay catalysis into experimental teaching,along with principles of green chemistry and energy saving,broadens students'scientific perspectives,ignites their passion for learning,and enhances their innovation capabilities.Furthermore,this experiment encompasses fundamental theoretical knowledge including Grignard reactions,Heck reactions,imine condensations,and asymmetric hydrogen transfers,alongside practical analytical techniques such as thin-layer chromatography(TLC),column chromatography,nuclear magnetic resonance(NMR),rotary evaporation,high-performance liquid chromatography(HPLC),and polarimetry.Through this comprehensive experiment,students'theoretical understanding,experimental skills,and scientific reasoning abilities are enriched,fostering the integration of scientific research and teaching.关键词
接力催化/串联反应/不对称合成/四氢喹啉Key words
Relay catalysis/Domino reaction/Asymmetric synthesis/Tetrahydroquinoline分类
社会科学引用本文复制引用
梁仁校,钟哲,金张灵,史丽娟,贾义霞..钯-手性磷酸接力催化的一锅三步串联反应合成手性四氢喹啉[J].大学化学,2024,39(5):209-217,9.基金项目
2023年大学生学科竞赛项目(GZ23301010002) （GZ23301010002）
